May half term holiday cottages

We've got 651 holiday cottages matching your search in the South West...

Tresco is a 3 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £830

Tresco

3172

3 bedroom cottage near the beach in Portscatho, South Cornwall.


All on one level, this beautifully appointed property lies just above the picturesque harbour village of Portscatho, and is within easy walking distance of the sea and village amen...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £830

2 Old School Cottages is a 3 bedroom cottage near the beach near Gerrans, South Cornwall.
  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £610

2 Old School Cottages

3104

3 bedroom cottage near the beach near Gerrans, South Cornwall.


This traditionally designed modern cottage, with period-style furnishings and fittings, is set close to the lovely village green at Gerrans in the heart of the beautiful Roseland p...

  • Sleeps 5
  • No pets
  • Changeover Sat

7 nights from £610

Alicia's Barn is a 3 bedroom cottage near the beach near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £851

Alicia's Barn

3109

3 bedroom cottage near the beach near Portscatho, South Cornwall.


This fabulous converted detached barn is less than a mile from the safe and sandy beach at Porthcurnick and close to the National Trust coastal footpath, and the shops, galleries a...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £851

Lavender Barn is a 2 bedroom self catering cottage near Beaworthy, North Devon.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £446

Lavender Barn

3019

2 bedroom self catering cottage near Beaworthy, North Devon.


Set in a quiet courtyard in the heart of the conservation village of Germansweek, this beautifully presented end of terrace barn conversion offers the perfect retreat for discernin...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £446

1 North Parade is a 1 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £583

1 North Parade

2995

1 bedroom cottage near the beach in Portscatho, South Cornwall.


This is a gorgeous little bolthole, right in the middle of lovely Portscatho on the Roseland peninsula and just yards from Tatam's beach (and Tatam's boutique cafe selling deliciou...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £583

Otter's Holt Shepherd's Hut is a Luxury dog friendly shepherds hut with a wood-fired hot tub in the Devon countryside.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

From £111 per night

Otter's Holt Shepherd's Hut

3013

Luxury dog friendly shepherds hut with a wood-fired hot tub in the Devon countryside.


The stunning World Heritage Jurassic Coast stretches right into east Devon and, just a few miles inland from magical Budleigh Salterton on the coast, Woodbury Common with its Iron ...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

From £111 per night

View
  • 20% off

    29 Dec 2025 - 5 Jan 2026

    From £140.25 £112.20 per night

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Rooky's Nook is a 1 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £857

Rooky's Nook

2983

1 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Tucked away down a quiet country lane, the little hamlet of Trewalder is the home of Rooky's Nook. This charming, detached cottage oozes romance and with no expense spared will pro...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £857

Streamside Mill is a 1 bedroom, dog friendly apartment near the beach in St Just.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £528

Streamside Mill

2988

1 bedroom, dog friendly apartment near the beach in St Just.


A charming barn conversion within the grounds of the owner's home, Streamside Mill has original granite steps enticing you up to the wooden front door. This charming pied-a-terre i...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £528

The Cow Shed is a 2 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £713

The Cow Shed

2977

2 bedroom, dog friendly holiday cottage near Okehampton, North Devon.


This gorgeous detached property will surpass expectations in all respects. Created from an original farm building on an historic farmstead, The Cow Shed excels itself in the attent...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £713

Coulsons Retreat is a 2 bedroom apartment near the beach in Penzance, West Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Coulsons Retreat

2959

2 bedroom apartment near the beach in Penzance, West Cornwall.


If you are looking for a holiday retreat a short stroll from the delights of Penzance, yet just a car journey away from St Ives, Mousehole and all that far west Cornwall has to off...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Load more